4-benzyloxy-2-methoxy-6-methylbenzoyl chloride | 159663-38-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-benzyloxy-2-methoxy-6-methylbenzoyl chloride
• 英文别名: 2-Methoxy-6-methyl-4-phenylmethoxybenzoyl chloride
• CAS: 159663-38-4
• 化学式: C₁₆H₁₅ClO₃
• 分子量: 290.746
• InChiKey: DTWYSQRRVLHLRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-benzyloxy-2-methoxy-6-methylbenzoyl chloride 在 Hoveyda-Grubbs catalyst second generation 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-7-methyl-6,8-dioxo-3-((E)-3-oxo-propenyl)-7,8-dihydro-6H-isochromen-7-yl ester
  参考文献：
  名称：

  （-）-mitorubrin和相关的azaphilone天然产物的不对称合成。

  摘要：

  （-）-mitorubrin和相关的azaphilone天然产物的不对称合成的报告。关键步骤涉及铜介导的对映选择性氧化脱芳香化反应，以制备氮杂philone核和用于侧链安装的烯烃交叉复分解。[反应：看文字]

  DOI：

  10.1021/ol062233m
• 作为产物：
  描述：

  2,4-二羟基-6-甲基甲酸乙酯 在 氢氧化钾 、 草酰氯 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 25.5h， 生成 4-benzyloxy-2-methoxy-6-methylbenzoyl chloride
  参考文献：
  名称：

  （-）-mitorubrin和相关的azaphilone天然产物的不对称合成。

  摘要：

  （-）-mitorubrin和相关的azaphilone天然产物的不对称合成的报告。关键步骤涉及铜介导的对映选择性氧化脱芳香化反应，以制备氮杂philone核和用于侧链安装的烯烃交叉复分解。[反应：看文字]

  DOI：

  10.1021/ol062233m

文献信息

• [EN] NOVEL CONJUGATES OF A PHARMACEUTICAL AGENT AND A MOIETY CAPABLE OF BINDING TO A GLUCOSE SENSING PROTEIN<br/>[FR] NOUVEAUX CONJUGUÉS CONSTITUÉS D'UN AGENT PHARMACEUTIQUE ET D'UNE FRACTION POUVANT SE LIER À UNE PROTÉINE DE DÉTECTION DU GLUCOSE
  申请人：SANOFI SA

  公开号：WO2019106122A1

  公开（公告）日：2019-06-06

  The invention describes novel conjugates of formula (I) of a pharmaceutical agent and a moiety capable of binding to a glucose sensing protein allowing a reversible release of the pharmaceutical agent depending on the glucose concentration.

  该发明描述了一种新型的配方(I)的药物代理和一种能够结合到葡萄糖感应蛋白的基团的结合物，允许根据葡萄糖浓度可逆释放药物代理。
• Diastereoselective synthesis of a methylated derivative of phomozin a phytotoxin isolated from Phomopsis helianthi, a phytopathogenic fungus of sunflowers
  作者：Robert Nouguier、Michèle P. Bertrand、Philippe Picon、Patricia Perfetti

  DOI：10.1016/0040-4039(94)88274-6

  日期：1994.10

  A methylated derivative of the phytotoxin phomozin (2) is synthesized in high yield via the regioselective coupling of 2-methyl-4-benzyl orsellinic acid (6) and (R*, R*) benzyl dimethylglycerate (9) and one step hydrogenolysis of the benzyl and benzoyl protection.

  甲基化衍生物的植物毒素phomozin（的2）以高收率合成通过的区域选择性耦合2-甲基-4-苄基苔色酸（6）和（- [R *，- [R *）苄基dimethylglycerate（9）和一个步骤的氢解苄基和苯甲酰基保护。
• Total Synthesis of (+)-Sch 725680: Inhibitor of Mammalian A–, B–, and Y–Family DNA Polymerases
  作者：Toshifumi Takeuchi、Yoshiyuki Mizushina、Satoshi Takaichi、Natsuki Inoue、Kouji Kuramochi、Satomi Shimura、Yusuke Myobatake、Yuri Katayama、Kenji Takemoto、Shogo Endo、Shinji Kamisuki、Fumio Sugawara

  DOI：10.1021/ol301865u

  日期：2012.9.7

  The total synthesis of (+)-Sch 725680, a member of the hydrogenated azaphilone family, has been accomplished. The synthesis confirmed the absolute configuration and biological activities of the natural product. A key reaction to construct a hydrogenated azaphilone core skeleton is a Ti-mediated aldol reaction.
• Secondary Metabolites of Onygenales Fungi Exemplified by <i>Aioliomyces pyridodomos</i>
  作者：Zhenjian Lin、Thomas B. Kakule、Christopher A. Reilly、Sinem Beyhan、Eric W. Schmidt

  DOI：10.1021/acs.jnatprod.9b00121

  日期：2019.6.28

  Fungi from the order Onygenales include human pathogens. Although secondary metabolites are critical for pathogenic interactions, relatively little is known about Onygenales compounds. Here, we use chemical and genetic methods on Aioliomyces pyridodomos, the first representative of a candidate new family within Onygenales. We isolated 14 new bioactive metabolites, nine of which are first disclosed here. Thirty-two specialized metabolite biosynthetic gene clusters (BGCs) were identified. BGCs were correlated to some of the new compounds by heterologous expression of biosynthetic genes. Some of the compounds were found after one year of fermentation. By comparing BGCs from A. pyridodomos with those from 68 previously sequenced Onygenales fungi, we delineate a large biosynthetic potential. Most of these biosynthetic pathways are specific to Onygenales fungi and have not been found elsewhere. Family level specificity and conservation of biosynthetic gene content are evident within Onygenales. Identification of these compounds may be important to understanding pathogenic interactions.
• Asymmetric Syntheses of (−)-Mitorubrin and Related Azaphilone Natural Products
  作者：Jianglong Zhu、John A. Porco

  DOI：10.1021/ol062233m

  日期：2006.10.1

  Asymmetric syntheses of (-)-mitorubrin and related azaphilone natural products are reported. Key steps involve copper-mediated, enantioselective oxidative dearomatization to prepare the azaphilone core and olefin cross-metathesis for side-chain installation. [reaction: see text]

  （-）-mitorubrin和相关的azaphilone天然产物的不对称合成的报告。关键步骤涉及铜介导的对映选择性氧化脱芳香化反应，以制备氮杂philone核和用于侧链安装的烯烃交叉复分解。[反应：看文字]